To fill a vagina/ass with an object or food and have sex with the person with the objects or food in them.
Juan: I love doing the Urban Winner....
Mark: Have you done it with ice?
Juan: Have you ever tried a Popsicle at the same time?
Mark: Have you done it with ice?
Juan: Have you ever tried a Popsicle at the same time?
by Southerncherrywv. March 31, 2020
Get the Urban winnermug.